Apiforol

Details

• Internal ID: b378087a-796b-4be0-acd2-f8cdeb0d0e06
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > Flavan-4-ols
• IUPAC Name: (2S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-4,5,7-triol
• InChI: InChI=1S/C15H14O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,12-13,16-19H,7H2/t12?,13-/m0/s1
• InChI Key: RPKUCYSGAXIESU-ABLWVSNPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₅
• Molecular Weight: 274.27 g/mol
• Exact Mass: 274.08412354 g/mol
• Topological Polar Surface Area (TPSA): 90.20 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• leucoapigeninidin
• 55167-29-8
• (2S)-apiforol
• flavan-4,4',5,7-tetrol
• (2S)-2-(4-hydroxyphenyl)chromane-4,5,7-triol
• 2-(4-hydroxyphenyl)chroman-4,5,7-triol
• AC1L9EY8
• SureCN14339449
• SCHEMBL14339449
• CHEBI:74812
• DTXSID60970513
• (2S)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromene-4,5,7-triol
• Q2858303

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9360	93.60%
Caco-2	-	0.5969	59.69%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5989	59.89%
OATP2B1 inhibitior	-	0.6042	60.42%
OATP1B1 inhibitior	+	0.8897	88.97%
OATP1B3 inhibitior	+	0.9383	93.83%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8773	87.73%
P-glycoprotein inhibitior	-	0.9168	91.68%
P-glycoprotein substrate	-	0.9389	93.89%
CYP3A4 substrate	-	0.5365	53.65%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.6005	60.05%
CYP3A4 inhibition	+	0.7048	70.48%
CYP2C9 inhibition	+	0.6526	65.26%
CYP2C19 inhibition	+	0.7581	75.81%
CYP2D6 inhibition	-	0.7248	72.48%
CYP1A2 inhibition	+	0.6814	68.14%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	+	0.6039	60.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5576	55.76%
Eye corrosion	-	0.9913	99.13%
Eye irritation	+	0.8832	88.32%
Skin irritation	-	0.5732	57.32%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6516	65.16%
Micronuclear	+	0.7159	71.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.8554	85.54%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6017	60.17%
Acute Oral Toxicity (c)	III	0.4292	42.92%
Estrogen receptor binding	-	0.5131	51.31%
Androgen receptor binding	+	0.7014	70.14%
Thyroid receptor binding	+	0.7543	75.43%
Glucocorticoid receptor binding	+	0.5671	56.71%
Aromatase binding	+	0.6589	65.89%
PPAR gamma	+	0.8266	82.66%
Honey bee toxicity	-	0.8917	89.17%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.3725	37.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.01%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.67%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.37%	93.40%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.83%	96.09%
CHEMBL4208	P20618	Proteasome component C5	86.80%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.14%	89.00%
CHEMBL3194	P02766	Transthyretin	86.03%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.36%	94.45%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	83.80%	97.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.76%	92.94%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.10%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.24%	95.56%

Plants that contains it

• Equisetum arvense

Cross-Links

• PubChem: 443638
• LOTUS: LTS0194805
• wikiData: Q105184015